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Acetic Acid → 1,2,3,4-Tetrahydro-1-methylquinoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | Formaldehyde | HCID 712 | — |
| 反応物 | 1,2,3,4-Tetrahydroquinoline | HCID 69460 | — |
| 反応物 | Sodium cyanoborohydride | HCID 5003444 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 1,2,3,4-Tetrahydro-1-methylquinoline | HCID 68109 | — |
反応手順
1,2,3,4-tetrahydroquinoline (2.0 g, 0.0015 mol) and formaldehyde (12 ml of 38% aqueous, 0.015 mol) were combined in 60 ml CH3CN. NaBH3CN (2.85 g) and then, over a 10 minute period, glacial acetic acid (1.50 ml) were added and the mixture stirred 2 hours, at which time additional acetic acid (0.5 ml) was added. After stirring an additional 30 minutes, the reaction mixture was poured into 200 ml ether, washed 3×30 ml IN NaOH, dried (K2CO3) and stripped in vacuo to yield title product, 2.27 g.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04738972 |
| 出典データセット | uspto-grants-1988_04 |
| ORD ID | ord-85419eeb82a746f786df9b99a5e207be |
| 出典メモ | uspto-grants-1988_04 |